Calheta Vacation Packages 2025/2026 from $896

Calheta flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Pestana Quinta do Arco Nature & Rose Garden Hotel

$896

per person

Nov 8 - Nov 14

found 14 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Funchal (FNC)

This guesthouse features an outdoor pool and a rooftop terrace. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Guests will appreciate freebies like continental breakfast and free self parking.

Pestana Miramar Garden & Ocean Resort

$1,111

per person

Nov 9 - Nov 14

found 17 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Funchal (FNC)

A full-service spa, an outdoor pool, and a restaurant are all featured at this eco-certified hotel. Enjoy the indoor pool and perks like free WiFi. You'll appreciate the gym, bar/lounge, and laundry facilities.

Sé Boutique Hotel

$3,277

per person

Dec 27 - Jan 3

found 1 hour ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Funchal (FNC)

This eco-certified hotel features a full-service spa and 2 restaurants. Enjoy the a rooftop terrace and free perks like buffet breakfast and WiFi in public areas. A bar/lounge, a 24-hour front desk, and a terrace are also provided.

Pestana CR7 Funchal

$3,839

per person

Dec 27 - Jan 3

found 1 hour ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Funchal (FNC)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. You'll appreciate the sauna, poolside bar, and laundry facilities.

Pestana Churchill Bay

$3,077

per person

Dec 27 - Jan 3

found 1 hour ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Funchal (FNC)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. You'll appreciate the sauna, poolside bar, and laundry facilities.

Top Calheta hotels deals

Saccharum Resort

Rua Serra de Água, 1, Calheta

Free Cancellation

Reserve now, pay when you stay

$231 nightly

$245 total

Nov 1 - Nov 2

Total with taxes and fees

This luxury hotel features a full-service spa, a marina, and 2 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and an arcade/game room, and babysitting is an added bonus.

Calheta Beach - All Inclusive

Av. D. Manuel I - n.3, Calheta

Free Cancellation

Reserve now, pay when you stay

$296 nightly

$313 total

Nov 2 - Nov 3

Total with taxes and fees

A full-service spa, 3 restaurants, and an outdoor pool are all featured at this all-inclusive property. There's fun for all ages with a free kid's club and a children's pool, and babysitting is an added bonus. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like buffet breakfast and WiFi in public areas.

Boutique Hotel Jardim do Mar

Sitio da Piedade 37, Calheta, Madeira

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A restaurant and an outdoor pool are featured at this hotel. Guests will appreciate free perks like full breakfast and WiFi in public areas. A coffee shop and luggage storage are also provided.

Socalco Nature Calheta

Caminho do Lombo do Salão, 13, Calheta, Madeira

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An outdoor pool, free self parking, and barbecue grills are featured at this farm stay. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden and a picnic area are also provided.

SPECIAL OFFER VISIT Madeira FebruaryWarm Pool Gardens terraces comfort

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A hot tub is featured at this villa, along with a garden and laundry facilities. Families will appreciate the playground and barbecue grills.

Casas da Levada

Caminho da Corujeira, nº 20, Ponta do Pargo, Calheta, Madeira

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This vacation home features a bar/lounge, a poolside bar, and an outdoor pool. Families will appreciate the children's pool and onsite laundry facilities. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

25 Fontes and Cascada da Risco

Commune with nature and explore the great outdoors at 25 Fontes and Cascada da Risco during your travels in Calheta. Wander the seaside in this relaxing area.

Casa das Mudas Arts Center

You can spend time browsing the exhibits at Casa das Mudas Arts Center during your trip to Calheta. Wander the seaside in this relaxing area.

Eglise de Faja da Ovelha

You can learn about the history of Faja da Ovelha with a visit to Eglise de Faja da Ovelha. Wander the seaside in this relaxing area.

Frequently asked questions

How much are vacation packages to Calheta?

With vacation packages available from as low as $896, you won't need to max out the credit card for your trip to Calheta. Travelocity can help. Bundle up hotels, flights and tours into a package and walk away with exciting discounts. The more you book, the greater the savings.

Where can I get the best vacation package deals for Calheta?

For a fun and affordable Calheta package deal, nothing compares to Travelocity. Select from 400 airlines and 1,000,000 properties around the world to create the ideal trip — it couldn't be simpler.

Why should I book my Calheta vacation bundle via Travelocity?

Because you'll never wander on your own if you book your vacation with us, and we offer round-the-clock support and exceptional service to boot. Add to that our Price Match Guarantee and countless destinations and experiences to choose from. We're here to make your daydreams a reality.

Will I save money on my Calheta car rental if I bundle it with my hotel or flight?

Combining your bookings into a Calheta vacation package will leave you with some serious savings. Bundle a car and flight; a car, hotel and flight; or a car and hotel. You won't find a better way to discover the greater Calheta region than with your own ride. You can also add activities and experiences to your Travelocity package.